Under $1,500 or so I have no problem using the post office X-press insured. ($40-$50 range - $1,000 max. insurance) Over that I use Fedex next day, but the most I could insure for was a grand so there was some risk, even though quite a small one. (The value was a big risk, but Fedex rarely loses something) The best way for a higher priced watch is to probably get 3rd party coverage and make up a little of the cost by not having to be in a rush to get it there. It cost me about $140 to send Fedex guaranteed by 10am the next morning. There's definitely no easy way, just about making the best choice for your situation.
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